9(1')-Psc-9-(2-chloro-1,1-dimethylethyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracene

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9(1')-Psc-9-(2-chloro-1,1-dimethylethyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracene
• 英文别名: Dimethyl 1-(1-chloro-2-methylpropan-2-yl)tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13,15-heptaene-15,16-dicarboxylate；dimethyl 1-(1-chloro-2-methylpropan-2-yl)tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13,15-heptaene-15,16-dicarboxylate
• 化学式: C₂₄H₂₃ClO₄
• 分子量: 410.897
• InChiKey: FFBIPDSTGVPYPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 四氯化碳 、 2-mercaptopyridine-1-oxide sodium salt 作用下， 反应 0.33h， 生成 9(1')-Psc-9-(2-chloro-1,1-dimethylethyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracene
  参考文献：
  名称：

  Absolute Conformation and Substituent Effects on Chiroptical Properties of 9-(2-Halo-1,1-dimethylethyl)-11,12- bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracenes^1,2

  摘要：

  Optically active and inactive rotational isomers of 9-(1,1-dimethyl-3-butenyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracene were isolated. The absolute conformations of these optically active conformers were determined by correlating them with those of camphorsultam amides of 9-(2-carboxy-1,1-dimethylethyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracenes, the latter being determined by X-ray analysis. From the carboxylic acids, the title compounds, in which the halogen is a chloro, a bromo, or an iodo, were prepared. The CD spectra of the title compounds showed remote substituent effects on the Cotton effect at ca. 220 nm.

  DOI：

  10.1021/ja961520q

文献信息

• Absolute Conformation and Substituent Effects on Chiroptical Properties of 9-(2-Halo-1,1-dimethylethyl)-11,12- bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracenes¹^,²
  作者：Shinji Toyota、Tadashi Akinaga、Hiroharu Kojima、Michihiko Aki、Michinori Ōki

  DOI：10.1021/ja961520q

  日期：1996.1.1

  Optically active and inactive rotational isomers of 9-(1,1-dimethyl-3-butenyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracene were isolated. The absolute conformations of these optically active conformers were determined by correlating them with those of camphorsultam amides of 9-(2-carboxy-1,1-dimethylethyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracenes, the latter being determined by X-ray analysis. From the carboxylic acids, the title compounds, in which the halogen is a chloro, a bromo, or an iodo, were prepared. The CD spectra of the title compounds showed remote substituent effects on the Cotton effect at ca. 220 nm.